Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyl chloromethyl ether | HCID 137983 | — |
| Reactant | HCID 178434163 | HCID 178434163 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86732537 | HCID 86732537 | — |
Reaction Steps
N-ethyl-N-isopropylpropan-2-amine (4.08 mL) and benzyl chloromethyl ether (0.792 mL) were added to a mixture of 3′-methyl-1′,4′,6′,7′-tetrahydrospiro[1,3-dioxolane-2,5′-indazole] (925 mg) and dichloromethane (20 mL) under ice cooling under an argon gas atmosphere, followed by stirring for 4.5 hours at room temperature. The reaction liquid was diluted with ethyl acetate and then washed with water, saturated aqueous sodium bicarbonate, and saturated brine in this order, followed by drying, and concentrating under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), thereby obtaining a mixture (1.11 g) of l′-[(benzyloxy)methyl]-3′-methyl-1′,4′,6′,7′-tetrahydrospiro[1,3-dioxolane-2,5′-indazole] and a regioisomer thereof.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266840B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-7e2090b5c2aa40ec936e5a01bccb8fb7 |
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| Source note | uspto-grants-2016_02 |
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